Cobalt-Salen Catalyzed Electroreductive Alkylation of Activated Olefins

Table 6

Electroreductive alkylation of activated olefins electrocatalyzed by cobalt-Salen in an undivided cell with an iron anode.

Run	Alkyl bromide	Olefin	N°	Product	Isolated yield (%)
1	1-Bromooctane		1		16
2	1-Bromooctane		1		19
3	1-Bromooctane		2		20
4	2-Bromooctane		3		43
5	Bromocyclohexane		4		37
6	2-Bromo-2-methylpropane		5		33
7	(Bromomethyl)benzene		6		14
8	2-Bromotetradecane		7		52
9	2-Bromooctane		8		50
10	2-Bromooctane		9		50
11	2-Bromooctane		10		8
12	2-Bromooctane		11		<5
13	2-Bromooctane		12		<5

Experimental conditions: anode = Fe; cathode = Ni grid (surface area = 30 cm²); current intensity I = 0.1 A; T = 60°C; solvent = DMF + TBABr (10⁻² mol·L⁻¹) + TBAI (8.10⁻³ mol·L⁻¹); catalyst: CoCl₂ (9.4.10⁻² mol·L⁻¹) + H₂Salen (9.4.10⁻² mol·L⁻¹); alkyl bromide = 0.187 mol·L⁻¹; olefin = 0.47 mol·L⁻¹.